scholarly journals Improving peptide fragmentation by N-terminal derivatization with high proton affinity

2011 ◽  
Vol 25 (9) ◽  
pp. 1130-1140 ◽  
Author(s):  
Masahiro Miyashita ◽  
Yosuke Hanai ◽  
Hiroyuki Awane ◽  
Toru Yoshikawa ◽  
Hisashi Miyagawa
Keyword(s):  
Proton Affinity ◽  
Peptide Fragmentation ◽  
High Proton Affinity ◽  
High Proton

scholarly journals ESI-MS spectra of 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)-pyridinones

2009 ◽  
Vol 74 (3) ◽  
pp. 223-235
Author(s):  
Aleksandar Marinkovic ◽  
Tatjana Vasiljevic ◽  
Mila Lausevic ◽  
Bratislav Jovanovic
Keyword(s):  
Proton Affinity ◽  
Phenyl Ring ◽  
Steric Effect ◽  
Proton Acceptor ◽  
Tandem Mass ◽  
High Proton Affinity ◽  
High Proton ◽  
Negative Electrospray Ionization ◽  
Cn Radicals ◽  
Fragmentation Processes

Twelve 3-cyano-4-(substituted phenyl)-6-phenyl-2(1H)-pyridinones were investigated by tandem mass spectrometry using positive as well as negative electrospray ionization. The influence of the electron affinity of the substituent and the steric effect on the fragmentation is discussed. Pyridinones with a substituent of low proton affinity show loss of water, HCN or benzene from the pyridinone ring in the first step of MS2 fragmentations. Oppositely, if a substituent with high proton affinity is present on the phenyl ring in the 4-position of pyridinone, the fragmentation paths are complex, depending mainly on the substituent proton acceptor ability. Elimination of neutral molecules CO, HCN, H2O, PhH (benzene) or Ph and CN radicals are fragmentation processes common for all compounds in the subsequent steps of the fragmentations.

Predicted high proton affinity of poly-2,5- dihydropyrrolimines?the aromatic domino effect

2002 ◽  
Vol 15 (8) ◽  
pp. 499-508 ◽  
Author(s):  
Zvonimir B. Maksi? ◽  
Zoran Glasovac ◽  
Ines Despotovi?
Keyword(s):  
Proton Affinity ◽  
Domino Effect ◽  
High Proton Affinity ◽  
High Proton
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